Diazoketones and diazoesters react with tertiary amines in the presence of copper powder to form transient ammonium ylides. These ylides undergo facile [1,2]-shift from N to C (Stevens rearrangement) of the best migrating group. Overall, α-substituted α-amino ketones or α-amino esters are formed in one step from simple reactants.
重
氮酮和重氮酯在
铜粉存在下与叔胺反应,形成瞬态
铵叶立德。这些叶立德容易经历从氮到碳的[1,2]位移(史蒂文斯重排),迁移最佳的基团。总体而言,从简单反应物一步即可形成α-取代的α-
氨基酮或α-
氨基酯。